HCID 86636687, compound → tert-Butyl {[1-(2-aminoethyl)piperidin-4-yl]methyl}carbamate

HRID 388780Notes

Reaction equation

HRID 388780 reaction equation
[C:1]([CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH2:6][CH2:5]1)#[N:2]>CO.[Ni]>[NH2:2][CH2:1][CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:16])([CH3:15])[CH3:17])[CH2:6][CH2:5]1

Participants

4

Reactant 1

HCID 86636687HCID 86636687, compound

Product 1

HCID 34178247tert-Butyl {[1-(2-aminoethyl)piperidin-4-yl]methyl}carbamate

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a hydrogenation flask charged with a solution of tert-butyl (1-(cyanomethyl)piperidin-4-yl)methylcarbamate (5.4 g, 21.3 mmol) in CH3OH (20 mL) was added Raney nickel (˜1 g, rinsed with CH3OH). The flask was shaken at room temperature under hydrogen (40 psi) overnight. The reaction mixture was then filtered through a celite cake, and the filtrate was concentrated to give sticky foam which was used in the next step without further purification.

Workup

  1. filtrationThe reaction mixture was then filtered through a celite cake
  2. concentrationthe filtrate was concentrated
  3. customto give sticky foam which
  4. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-dcf65aa1d63b41d494655fb94e332ef4
Source dataset
uspto-grants-2013_02
Patent number
US08377968B2

Reaction notes

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